The Entrepreneur's Guide to Leverage [WRAP 188]

Hey Reader,

I've been thinking about something that might sound different than a lot of the advice you've heard.

It's that most side hustlers actually do too much early in their journey, which is odd because you don't have much time to begin with.

Instead of trying to be everywhere at once, you need to make clear decisions and stick with them for at least 100 days. Let me explain why this works—and share how it completely changed my creator journey.

💡 One Big Idea: Four Decisions That Create Leverage

When I first started creating content, I was all over the place. I’d post productivity tips one week, business advice the next, then switch to fitness content because I thought it might get more views. I was burning through my limited time without building any real momentum.

Everything changed when I got crystal clear on four key decisions:

1. What am I good at that people want? For me, this was productivity systems that didn’t require fancy apps or complicated setups.
2. How am I going to talk about it? I chose YouTube videos focused on bullet journaling and simple task management systems.
3. Who do I want to help? People who wanted to get organized but were overwhelmed by digital productivity tools.
4. How will I get paid? Courses and coaching around analog productivity methods.

Once I made these decisions, everything else became clear. My content had a consistent thread. My audience knew what to expect. And most importantly, I wasn’t wasting time second-guessing every piece of content I created.

Here’s the simple process that emerged: Talk about productivity systems on YouTube for overwhelmed professionals so they will buy my courses and coaching.

Why 100 Days?

If you create content consistently for 100 days—whether that’s weekly newsletters or YouTube videos—you’ll have about 15 pieces of content.

That’s enough to start seeing patterns: Do you enjoy the process? Are people responding? What topics generate the most engagement?

But here’s the key: you have to resist the urge to pivot every few weeks. As Ira Glass famously said about the creative process, there’s a “gap” between your taste and your current abilities. You know your work could be better, but the only way to close that gap is by doing more work.

This is why I say stick with your four decisions for at least 100 days. It’s not just about building an audience, it’s about giving yourself enough time to improve and find your unique voice within your chosen framework.

👀 Video to Watch: Why Most Creators Quit Too Early

Now that you've made your four key decisions, how do you make sure you're actually executing on all the right things in those crucial first six months?

​I created a free workshop that walks through a complete creator business checklist. It covers everything from content planning to audience building to setting up your first offers.

This checklist ensures you're not just creating content consistently, but also building the foundation for a sustainable creator business. It's the difference between being busy and being productive with your limited time.

📋 Get Your One Page Offer Worksheet

My friend Bryan Harris created a simple one-page worksheet that walks you through how to build your first coaching offer. It’s designed specifically for part-time creators who need to maximize their limited time and energy.

Bryan walked me through it last week. I was honestly shocked at how simple it was. No fancy funnels. No complicated sales pages. Just one page that clearly explains what you do and why people should pay you for it.

The best part? It works whether you're brand new or already making decent money.

Don’t overcomplicate this. Make those four decisions, commit to 100 days, and trust the process. Your future self (and your audience) will thank you for the clarity and consistency.

Thanks for reading,

Matt Ragland